2-Methoxyethylamine → HCID 58710031, compound

HRID 2375937Notes

Reaction equation

CN(C)[CH2:3][CH2:4][NH:5][C:6]1[S:7][C:8]2[CH:14]=[C:13]([N+:15]([O-:17])=[O:16])[CH:12]=[CH:11][C:9]=2[N:10]=1.[CH3:19][O:20]CCN>>[CH3:19][O:20][CH2:3][CH2:4][NH:5][C:6]1[S:7][C:8]2[CH:14]=[C:13]([N+:15]([O-:17])=[O:16])[CH:12]=[CH:11][C:9]=2[N:10]=1

Participants

Reactant 2

HCID 80182-Methoxyethylamine

HCID 56724837HCID 56724837, compound

Product 1

HCID 58710031HCID 58710031, compound

Procedure

The title compound was prepared following the procedure for N,N-dimethyl-N′-(6-nitrobenzothiazol-2-yl)-ethane-1,2-diamine, using 6.78 eq of 2-methoxyethylamine. 1H NMR (400 MHz, CDCl3): δ=3.42 (s, 3H), 3.65 (td, J=4.4, 0.8 Hz, 2H), 3.70 (t, br, J=4.4 Hz, 2H), 5.92 (s, br, —NH), 7.53 (d, J=8.8 Hz, 1H), 8.21 (dd, J=9.2, 2.4 Hz, 1H), 8.51 (d, J=2.4 Hz, 1H). MS (ES+): m/z 254.10 (100) [MH+]. HPLC: tR=2.89 min (ZQ2000, polar—5 min).

Workup

customHPLC: tR=2.89 min (ZQ2000, polar—5 min)

Sources & evidence

ORD record: ord-d3538795137c450d954af1c3c4f7e90d
Source dataset: uspto-grants-2008_12
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07465726B2

Reaction notes

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